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About the Listing 572000 -
27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Ave & Dav. Welcome to a rare and versatile offering in one of Toronto's most coveted neighbourhoods. 27 Hillsboro Avenue is a duplex-zoned property with exceptional flexibility for investors, end-users, or visionaries looking to unlock long-term value. The home features a shared (skinny) driveway with parking for two vehicles a true bonus for this location. All units are vacant. Upper two units are freshly updated with new flooring, paint, and modern lighting, and are move-in ready or easily rentable. Each upper level enjoys its own private porch, and both feature wood-burning fireplaces, adding warmth and character that tenants and homeowners love. The upper unit also includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreat. The basement in-law suite is vacant as well. Laundry and utilities are shared, keeping operations straight forward.From a future-planning perspective, the options here are compelling: Keep the current duplex configuration, Restore to a stunning single-family home, or Upgrade or reposition the property to maximize its potential An initial zoning review by Property Pathways indicates potential 6-plex compliance (buyers t confirm independently), making this an exciting prospect for those exploring gentle density and long-term development upside. All of this is wrapped in an unbeatable location: steps to Ramsden Park, minutes to Rosedale subway station, and a short walk to Yorkville, with its world-class dining, shopping, and culture. .Live in it. Rent it. Reimagine it. This is a property that grows with your goals-and opportunities like this on Hillsboro Avenue don't come around often. Book your showing and explore the possibilities.
Listing Highlights
Status
Active
Days on Site
39
Property Type
Multi-Family
MLS ®
C12722748
Year Built
Total Square Footage
1,500
Lot/Acreage
N/A
Interior Details
- Bedrooms: 6
- Bathrooms: 3 Full
- Appliances:
- Air Cond: Window Unit(s)
- Heating:
- Fireplaces: Wood
- Floor:
- Above Ground Sq Ft:
- Below Ground Sq Ft: n/a
- Basement: Apartment,Finished,Separate Entrance
- Other: In-Law Capability,Water Heater Owned,3 Kitchens
- Water:
Exterior Details
- Garage Capacity: N/A
- Roof: Asphalt Rolled
- Others: Awnings,Porch
- Sewer: Sewer
- Parking Features: Mutual
Financial Details
- Tax Amount: $10,173
- Taxes w/Assessments: N/A
- Tax/Property ID: N/A
- Tax Year: 2025
Payment Calculator
Monthly Payment
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- in Taxes
Years
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Questions About..
27 Hillsboro Ave Toronto, ON M5R 1S6
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